Process for the production of 5-chloroxindole

Details Process for the production of 5-chloroxindole Process for the production of 5-chloroxindole

1993-05-07

1994-02-08

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20934

Patent

active

052849600

ABSTRACT:
A process for the production of 5-chloroxindole starting from chloronitrobenzene. In this way, in a first step, chloronitrobenzene of the formula: ##STR1## is converted with a chloro acetic acid alkyl ester of the general formula: ##STR2## in the presence of a base to a chloronitrobenzene acetic acid alkyl ester of the general formula: ##STR3## The latter is catalytically hydrogenated in a second step with hydrogen to the corresponding amine of the general formula: ##STR4## The latter is then cyclized in a third step in the presence of an acid to the end product according to the formula: ##STR5##

REFERENCES:
patent: 3882236 (1975-05-01), Molloy
patent: 4160032 (1979-07-01), Hardtmann
patent: 4721712 (1988-01-01), Kadin
patent: 4730004 (1988-03-01), Kadin
patent: 4761485 (1988-08-01), Marfat
RajanBabu et al., J. Org. Chem., vol. 541, (1986) pp. 1704 to 1712.
Quallich et al., Synthesis, vol. 1, No,. 93, (Jan. 1993) pp. 51 to 54.
CA89(17):146079s Reactions . . . oxindoles. Makosza et al., p. 540 1978.
CA107(11):96444z Process . . .intermediates. Rajanbabu, p. 664, 1987.

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